Mechanisms of photohydrodebromination of bromoarenes PublicDeposited

Descriptions

The photohydrodebromination of brominated paracyclophanes was studied to
help elucidate the possible mechanistic pathways leading to product for
bromoarenes in general. Several brominated [2.2]paracyclophanes were studied to
determine the effect of substitution patterns on this reaction. [2.2]Paracyclophanes
were chosen for this study in order to investigate possible intramolecular excimer
formation as a route to product formation. The [2.2]paracyclophanes studied were
4-bromo-, pseudo-para-dibromo-, and pseudo-ortho-dibromo[2.2]paracyclophane.
5-Bromo[3.3]paracyclophane has also been studied to determine the effect of
increased ring separation on the reaction. These brominated cyclophanes showed
varying efficiencies of both intermolecular and intramolecular excimer formation.